Antimicrobial effect of salicylamide derivatives against intestinal sulfate-reducing bacteria

Kushkevych, Ivan; Kollár, Péter; Ferreira, Ana Rita; Palma, Diogo Alfieri; Duarte, Aida; Lopes, Maria Manuel; Bartoš, Milan; Pauk, Karel; Imramovský, Aleš; Jampílek, Josef

doi:10.1016/j.jab.2016.01.005

Cited by 52 publications

(63 citation statements)

References 27 publications

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“…Hydrogen sulfide (H 2 S) is the terminal product of SRB, secreted during the process of DSR [53][54][55]. Organic H 2 S can be produced by bacteria or by the degradation of organic material and released into the environment.…”

Section: Hydrogen Sulfide As a Final Product Of Dsr And Its Importantmentioning

confidence: 99%

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Recent Advances in Metabolic Pathways of Sulfate Reduction in Intestinal Bacteria

Kushkevych

Cejnar

Treml

et al. 2020

Cells

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138

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Sulfate is present in foods, beverages, and drinking water. Its reduction and concentration in the gut depend on the intestinal microbiome activity, especially sulfate-reducing bacteria (SRB), which can be involved in inflammatory bowel disease (IBD). Assimilatory sulfate reduction (ASR) is present in all living organisms. In this process, sulfate is reduced to hydrogen sulfide and then included in cysteine and methionine biosynthesis. In contrast to assimilatory sulfate reduction, the dissimilatory process is typical for SRB. A terminal product of this metabolism pathway is hydrogen sulfide, which can be involved in gut inflammation and also causes problems in industries (due to corrosion effects). The aim of the review was to compare assimilatory and dissimilatory sulfate reduction (DSR). These processes occur in some species of intestinal bacteria (e.g., Escherichia and Desulfovibrio genera). The main attention was focused on the description of genes and their location in selected strains. Their coding expression of the enzymes is associated with anabolic processes in various intestinal bacteria. These analyzed recent advances can be important factors for proposing possibilities of metabolic pathway extension from hydrogen sulfide to cysteine in intestinal SRB. The switch from the DSR metabolic pathway to the ASR metabolic pathway is important since toxic sulfide is not produced as a final product.

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Section: Hydrogen Sulfide As a Final Product Of Dsr And Its Importantmentioning

confidence: 99%

“…SRB are anaerobic bacteria that use organic compounds as a source of energy and carbon in a process called DSR [14][15][16][17]. This is typical of only five bacterial strains [18].…”

Section: Introductionmentioning

confidence: 99%

Recent Advances in Metabolic Pathways of Sulfate Reduction in Intestinal Bacteria

Kushkevych

Cejnar

Treml

et al. 2020

Cells

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138

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“…Sulfate-reducing bacteria are presented in the intestine consuming the sulfate or sulfite ions as a terminal electron acceptor while sulfide is produced [5][6][7][8][9]. This group of microorganisms is widespread in nature in particular in the intestines of humans and animals as well as in bioreactors [10][11][12].…”

Section: Introductionmentioning

confidence: 99%

“…There is an overproduction of hydrogen sulfide in patients suffering from ulcerative colitis. Many research papers show evidence that higher occurrence of SRB and their hydrogen sulfide overproduction is one of the factors in ulcerative colitis [13][14][15]. The prevailing intestinal SRB belong mainly to five genera, namely Desulfovibrio, Desulfobacter, Desulfomonas, Desulfobulbus, and Desulfotomaculum [16][17][18][19].…”

Section: Introductionmentioning

confidence: 99%

Possible methods for evaluation of hydrogen sulfide toxicity against lactic acid bacteria

2019

Biointerface Res Appl Chem

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An integral part of the intestinal microbiota is undoubtedly formed by lactic acid bacteria (LAB). Their presence in the digestive tract is essential for its proper functioning. During inflammatory bowel disease, such as ulcerative colitis (UC), LAB occurrence is reduced while sulfate-reducing bacteria (SRB) occur widely in the intestine resulting in an increase of their metabolite, hydrogen sulfide. Inhibitory concentration and mechanism of action of hydrogen sulfide on LAB are not fully known yet. The aim of this paper is to find the proper testing methods for evaluation of the interaction between hydrogen sulfide and lactic acid bacteria, including minimal inhibitory concentration (MIC) determination. Spectrophotometric, colorimetric, agar plate methods and combination of these methods were tested. Thousands of people from all over the world are affected by inflammatory bowel disease every year. The gained results could help to understand and improve the stability of intestinal microbiome, improve the treatment of bowel inflammation diseases, or prevent bowel disease altogether

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“…7 Moreover, the salicylanilides were also found to inhibit bacterial enzymes. [8][9][10][11] In the drug design and discovery the pharmacokinetic behaviour, i.e. solubility, absorption, distribution, metabolism and excretion of a compound play a crucial role.…”

Section: Introductionmentioning

confidence: 99%

B3LYP Study of 3-hydroxynaphthalene-2-carboxanilide para-derivatives

Michalík

Poliak

Lukeš

2018

ACSi

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A systematic DFT investigation of 3-hydroxy-N-phenylnaphthalene-2-carboxamide and its sixteen para-derivatives is presented. The structural analysis showed that the energetically preferred conformation of all derivatives is practically planar and it is stabilised via intramolecular hydrogen bonds occurring between (C)O ... H(3)O atomic pairs. The quantum chemically evaluated partition coefficients logarithms correlate well with Quantitative Structure-Activity Relationship models as well as with experimentally determined isocratic retention factors logarithm. Theoretical gas-phase proton affinities of amido and hydroxyl group together with selected partial atomic charges reflect the terminal phenyl substitution effect. These quantities are linearly dependent on the in vitro activity against the Mycobacterium Kansasii. Obtained linear correlation functions based on quantum chemically evaluated microscopic properties and selected experimental data may serve as the effective tool in modern drug design for the description of substitution effect.

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Antimicrobial effect of salicylamide derivatives against intestinal sulfate-reducing bacteria

Cited by 52 publications

References 27 publications

Recent Advances in Metabolic Pathways of Sulfate Reduction in Intestinal Bacteria

Recent Advances in Metabolic Pathways of Sulfate Reduction in Intestinal Bacteria

Possible methods for evaluation of hydrogen sulfide toxicity against lactic acid bacteria

B3LYP Study of 3-hydroxynaphthalene-2-carboxanilide para-derivatives

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